Palladium on Layered Double Hydroxide: A Heterogeneous System for the Enol Phosphate Carbon-Oxygen Bond Activation in Aqueous Media
In this work, a new catalytic approach for the C-O activation of enol phosphates based on a palladium supported on layered double hydroxide was developed. In this case, two different ketene aminal phosphates were used as models to study the synthesis of α-phenyl enecarbamates N-Boc/CBz under the Suz...
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Wiley
2017-01-01
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Series: | Journal of Chemistry |
Online Access: | http://dx.doi.org/10.1155/2017/8418939 |
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author | Jaqueline D. Senra Aires C. Silva Raquel V. Santos Luiz Fernando B. Malta Alessandro B. C. Simas |
author_facet | Jaqueline D. Senra Aires C. Silva Raquel V. Santos Luiz Fernando B. Malta Alessandro B. C. Simas |
author_sort | Jaqueline D. Senra |
collection | DOAJ |
description | In this work, a new catalytic approach for the C-O activation of enol phosphates based on a palladium supported on layered double hydroxide was developed. In this case, two different ketene aminal phosphates were used as models to study the synthesis of α-phenyl enecarbamates N-Boc/CBz under the Suzuki-Miyaura conditions. The use of an ortho-bromoaniline as precursor allowed the synthesis of the 2-phenyl indole through an arylation/Heck cyclization. Catalyst reusability enabled the synthesis of the heterocycle in moderate yields for four consecutive runs. |
format | Article |
id | doaj-art-60db129ba1274c08820083a9b209ee92 |
institution | Kabale University |
issn | 2090-9063 2090-9071 |
language | English |
publishDate | 2017-01-01 |
publisher | Wiley |
record_format | Article |
series | Journal of Chemistry |
spelling | doaj-art-60db129ba1274c08820083a9b209ee922025-02-03T06:06:01ZengWileyJournal of Chemistry2090-90632090-90712017-01-01201710.1155/2017/84189398418939Palladium on Layered Double Hydroxide: A Heterogeneous System for the Enol Phosphate Carbon-Oxygen Bond Activation in Aqueous MediaJaqueline D. Senra0Aires C. Silva1Raquel V. Santos2Luiz Fernando B. Malta3Alessandro B. C. Simas4Instituto de Química, Universidade do Estado do Rio de Janeiro, 20550-900 Rio de Janeiro, RJ, BrazilInstituto de Química, Universidade Federal do Rio de Janeiro, 21941-903 Rio de Janeiro, RJ, BrazilInstituto de Química, Universidade do Estado do Rio de Janeiro, 20550-900 Rio de Janeiro, RJ, BrazilInstituto de Química, Universidade Federal do Rio de Janeiro, 21941-903 Rio de Janeiro, RJ, BrazilInstituto de Pesquisas de Produtos Naturais Walter B. Mors, Universidade Federal do Rio de Janeiro, 21941-614 Rio de Janeiro, RJ, BrazilIn this work, a new catalytic approach for the C-O activation of enol phosphates based on a palladium supported on layered double hydroxide was developed. In this case, two different ketene aminal phosphates were used as models to study the synthesis of α-phenyl enecarbamates N-Boc/CBz under the Suzuki-Miyaura conditions. The use of an ortho-bromoaniline as precursor allowed the synthesis of the 2-phenyl indole through an arylation/Heck cyclization. Catalyst reusability enabled the synthesis of the heterocycle in moderate yields for four consecutive runs.http://dx.doi.org/10.1155/2017/8418939 |
spellingShingle | Jaqueline D. Senra Aires C. Silva Raquel V. Santos Luiz Fernando B. Malta Alessandro B. C. Simas Palladium on Layered Double Hydroxide: A Heterogeneous System for the Enol Phosphate Carbon-Oxygen Bond Activation in Aqueous Media Journal of Chemistry |
title | Palladium on Layered Double Hydroxide: A Heterogeneous System for the Enol Phosphate Carbon-Oxygen Bond Activation in Aqueous Media |
title_full | Palladium on Layered Double Hydroxide: A Heterogeneous System for the Enol Phosphate Carbon-Oxygen Bond Activation in Aqueous Media |
title_fullStr | Palladium on Layered Double Hydroxide: A Heterogeneous System for the Enol Phosphate Carbon-Oxygen Bond Activation in Aqueous Media |
title_full_unstemmed | Palladium on Layered Double Hydroxide: A Heterogeneous System for the Enol Phosphate Carbon-Oxygen Bond Activation in Aqueous Media |
title_short | Palladium on Layered Double Hydroxide: A Heterogeneous System for the Enol Phosphate Carbon-Oxygen Bond Activation in Aqueous Media |
title_sort | palladium on layered double hydroxide a heterogeneous system for the enol phosphate carbon oxygen bond activation in aqueous media |
url | http://dx.doi.org/10.1155/2017/8418939 |
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